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3-烷基-4-羟基-2-噻唑烷硫酮-4-羧酸乙酯的一锅煮合成
引用本文:葛泽梅,李勤,郑少君,程铁明,崔育新,李润涛.3-烷基-4-羟基-2-噻唑烷硫酮-4-羧酸乙酯的一锅煮合成[J].中国化学,2006,24(3):381-385.
作者姓名:葛泽梅  李勤  郑少君  程铁明  崔育新  李润涛
作者单位:School of Pharmaceutical Sciences, Peking University, Beijing 100083, China
基金项目:Project supported by the National Natural Science Foundation of China (Nos. 20172006 and 20472008).
摘    要:Ethyl 3-alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylates were prepared in excellent yields from the reaction of corresponding primary amines with carbon disulfide and ethyl 3-bromo-2-oxopropanoate in the presence of anhydrous potassium phosphate in DMF at room temperature within 1 h. The structures of the highly functionalized products were corroborated spectroscopically (IR, ^1H NMR, ^13C NMR, EI-MS) and by elemental analyses. A plausible mechanism for such type of cyclization was proposed.

关 键 词:一壶合成  乙烷基3-烃基-4-羟基-2-硫代噻唑-4-羧酸酯  初级胺  无水磷硬驱钾
收稿时间:2005-08-08
修稿时间:2005-08-082005-11-16

Facile One-pot Synthesis of Ethyl 3-Alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylates
Ge ZeMei;Li Qin;Zheng ShaoJun;Cheng TieMing;Cui YuXin;Li RunTao.Facile One-pot Synthesis of Ethyl 3-Alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylates[J].Chinese Journal of Chemistry,2006,24(3):381-385.
Authors:Ge ZeMei;Li Qin;Zheng ShaoJun;Cheng TieMing;Cui YuXin;Li RunTao
Abstract:Ethyl 3‐alkyl‐4‐hydroxy‐2‐thioxothiazolidine‐4‐carboxylates were prepared in excellent yields from the reaction of corresponding primary amines with carbon disulfide and ethyl 3‐bromo‐2‐oxopropanoate in the presence of anhydrous potassium phosphate in DMF at room temperature within 1 h. The structures of the highly functionalized products were corroborated spectroscopically (IR, 1H NMR, 13C NMR, EI‐MS) and by elemental analyses. A plausible mechanism for such type of cyclization was proposed.
Keywords:ethyl 3-alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylate  primary amine  ethyl 3-bromo-2-oxopropanoate  one-pot synthesis  anhydrous potassium phosphate
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